title: Dihydrofurochromones from Prionosciadium thapsoides.
abstract: Chemical investigations of Prionosciadium thapsoides roots led to the isolation of the new dihydrofurochromones (S)-(+)-4'-O-angeloyl-5-O-methylvisamminol (1) and (S)-(+)-4'-O-senecioyl-5-O-methylvisamminol (2), together with the known coumarins jatamansin, buchtormin, isopteryxin, isosamidin, psoralen, and bergapten. The structures of 1 and 2 were determined by 1D and 2D NMR experiments, and their absolute configuration was established by chemical correlation with (+)-5-O-methylvisamminol (3), whose structure was secured by single-crystal X-ray diffraction analysis and its absolute configuration was established as S by vibrational circular dichroism spectroscopy in comparison to DFT B3LYP/DGDZVP calculations.
authors.affiliation: Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, km. 4.5 Carretera Pachuca-Tulancingo, Ciudad Universitaria, Pachuca, Hidalgo, 42076 Mexico. jmartin@uaeh.edu.mx
authors.forename: J Martín
authors.initials: JM
authors.lastname: Torres-Valencia
authors.forename: O Esther
authors.initials: OE
authors.lastname: Chávez-Ríos
authors.forename: Carlos M
authors.initials: CM
authors.lastname: Cerda-García-Rojas
authors.forename: Eleuterio
authors.initials: E
authors.lastname: Burgueño-Tapia
authors.forename: Pedro
authors.initials: P
authors.lastname: Joseph-Nathan
mesh_terms: D019661:Apiaceae / Q000737:chemistry*; D002867:Chromones / Q000737:chemistry / Q000302:isolation & purification*; D002942:Circular Dichroism; D018360:Crystallography, X-Ray; D008800:Mexico; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure
chemical_list: C568006:(S)-(+)-4'-O-angeloyl-5-O-methylvisamminol; C568007:(S)-(+)-4'-O-senecioyl-5-O-methylvisamminol; D002867:Chromones